City of London
Trail Running Calendar near City of London 2026-2027
Explore the top trail runs near City of London for 2026-2027! We've gathered 199 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
Muddy obstacle races at the Secret Nuclear Bunker Estate in Essex with 6 km (40+ obstacles) or 12 km (70+), featuring a 20 foot Deathslide and zip lines.
Inflatable 5K in Guildford on 8 May 2027 offers lap-based inflatable obstacle distances from 2.5k to 15k, music zones, water stations and finisher medals.
Inflatable 5K at Brands Hatch offers laps of 2.5 km with giant inflatable obstacles, multiple distance options, music zones, finisher medals and on course hydration.
A multi-day running festival at Hackney Marshes featuring a 21.1 km half marathon, 5K and 10K runs, an off-road trail and a free two-day festival.
A single-lap 50 km multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.
Multiple fixed distances and a six hour timed challenge on a 400 metre athletics track at Wodson Park with chip timing and a bespoke medal.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.
June 2027
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A point-to-point 50 km trail race along the River Medway from Rochester to Tonbridge with a predominantly flat course, four aid stations and a 9 hour cut-off.
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
A 10 km out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.
An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.